Skip to main content
SpringerLink
Log in

Aqueous solutions of geminal alkylammonium surfactants as a medium for reactions of long-chain amines

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The formation of surfactant-hydrophobic amine mixed aggregates reduces the pK a of long-chain amines by 1–1.5 units compared with those in molecular solutions and is an important factor responsible for the high catalytic effect of the system in ester bond cleavage. In aqueous solution of geminal surfactants, the rate of azomethine formation in the reaction of long-chain amines with benzaldehydes is an order-of-magnitude higher than in ethanol.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Micellization, Solubilization and Microemulsions, Mittel, K.L., Ed., New York: Plenum, 1978.

    Google Scholar 

  2. Bunton, S.A. and Savelli, G., Adv. Phys. Chem., 1986, vol. 22, p. 213.

    CAS  Google Scholar 

  3. Dwars, T., Paetzold, E., and Oehme, G., Angew. Chem. Int. Ed., 2005, vol. 44, p. 7174.

    Article  CAS  Google Scholar 

  4. Zakharova, L.Ya., Mirgorodskaya, A.B., Zhil’tsova, E.P., Kudryavtseva, L.A., and Konovalov, A.I., Izv. Ross. Akad. Nauk, Ser. Khim., 2004, no. 7, p. 1331.

  5. Menger, F.M. and Keiper, J.S., Angew. Chem., 2000, vol. 112, p. 1980.

    Article  Google Scholar 

  6. Hait, S.K. and Moulik, S.P., Current Sci., 2002, vol. 82, no. 10, p.1101.

    CAS  Google Scholar 

  7. Groth, C., Nyden, M., Holmberg, R., Kanicky, J.R., and Shah, D.O., J. Surf. Deterg., 2004, vol. 7, no. 3, p. 247.

    Article  CAS  Google Scholar 

  8. Zana, R., J. Colloid Interface Sci., 2002, vol. 248, no. 2, p. 203.

    Article  CAS  Google Scholar 

  9. Aswal, V.K., De, S., Goyal, P.S., Bhattacharya, S., and Heenan, R.K., Phys. Rev. E, 1998, vol. 57, no. 1, p. 776.

    Article  CAS  Google Scholar 

  10. Siddiqui, U.S., Ghosh, G., and Kabir-ud-Din, Langmuir, 2006, vol. 22, no. 24, p. 9874.

    Article  CAS  Google Scholar 

  11. Borse, M.S. and Devi, S., Adv. Colloid Interface Sci., 2006, vols. 123–126, p. 387.

    Article  Google Scholar 

  12. Bhattacharya, S. and Kumar, V.P., J. Org. Chem., 2004, vol. 69, no. 2, p. 559.

    Article  CAS  Google Scholar 

  13. Bhattacharya, S. and Kumar, V.P., Langmuir, 2005, vol. 21, no. 1, p. 71.

    Article  CAS  Google Scholar 

  14. Geng, Y., Romsted, L. S., and Menger, F., J. Am. Chem. Soc., 2006, vol. 128, no. 2, p. 492.

    Article  CAS  Google Scholar 

  15. Mirgorodskaya, A.B., Kudryavtseva, L.A., Pankratov, V.A., Lukashenko, S.S., Rizvanova, L.Z., and Konovalov, A.I., Zh. Obshch. Khim., 2006, vol. 76, no. 10, p. 1696.

    Google Scholar 

  16. Sekhon, B.S., Resonance, 2004, no. 3, p. 42.

  17. Mirgorodskaya, A.B., Kudryavtseva, L.A., Zuev, Yu.F., Arkhipov, V.P., Idiyatullin, Z.Sh., and Kudryavtsev, D.B., Izv. Akad. Nauk., Ser. Khim., 2000, no. 2, p. 267.

  18. Mirgorodskaya, A.B., Kudryavtseva, L.A., Zuev, Yu.F., and Vylegzhanina, N.N., Zh. Fiz. Khim., 2002, vol. 76, no. 11, p. 2049.

    Google Scholar 

  19. Mirgorodskaya, A.B., Kudryavtseva, L.A., Zakharova, L.Ya., and Bel’skii, V.E., Izv. Ross. Akad. Nauk, Ser. Khim., 1998, no. 7, p. 1333.

  20. Mirgorodskaya, A.B., Kudryavtseva, L. A., and Ivanov, B.E., Izv. Ross. Akad. Nauk, Ser. Khim., 1996, no. 2, p. 366.

  21. Babic, K., van der Ham, L., and de Haan, A., React. Funct. Polym., 2006, vol. 66, no. 12, p. 1494.

    Article  CAS  Google Scholar 

  22. Nesmeyanov, A.N. and Nesmeyanov, N.A., Nachala organicheskoi khimii (Fundamentals of Organic Chemistry), Moscow: Nauka, 1970.

    Google Scholar 

  23. Doronin, S.Yu., Chernova, R.K., and Gusakova, N.N., Zh. Anal. Khim., 2005, vol. 60, no. 5, p. 471.

    Google Scholar 

  24. Chernova, R.K., Doronin, S.Yu., and Myznikova, I.V., Khim. Tekhnol., 2005, vol. 48, no. 6, p. 113.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088, Russia

    A. B. Mirgorodskaya & L. A. Kudryavtseva

Authors
  1. A. B. Mirgorodskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. A. Kudryavtseva
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. B. Mirgorodskaya.

Additional information

Original Russian Text © A.B. Mirgorodskaya, L.A. Kudryavtseva, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 1, pp. 44–50.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mirgorodskaya, A.B., Kudryavtseva, L.A. Aqueous solutions of geminal alkylammonium surfactants as a medium for reactions of long-chain amines. Russ J Gen Chem 79, 42–48 (2009). https://doi.org/10.1134/S1070363209010071

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363209010071

Keywords

Search

Navigation